• Title/Summary/Keyword: Pechmann Condensation

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Microwave-induced one-pot Synthesis of Coumarins Using Potassium Dihydrogen Phosphate as a Catalyst Under Solvent-free Condition (무 용매 조건에서 potassium dihydrogen phosphate를 촉매로 사용하는 쿠마린의 마이크로파-유도 단일 용기 내 합성)

  • Niralwad, Kirti S.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Journal of the Korean Chemical Society
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    • v.55 no.3
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    • pp.486-489
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    • 2011
  • Potassium dihydrogen phosphate was found to be an efficient catalyst for the Pechmann condensation of phenols with ethyl acetoacetate, leading to the formation of coumarins under microwave-irradiation and solvent-free condition. This procedure offers several advantages, including the low loading of catalysts, high yields, clean reactions, short reaction time for the synthesis of coumarins.

Ammonium Metavanadate: A Mild and Efficient Catalyst for the Synthesis of Coumarins

  • Mandhane, Priyanka G.;Joshi, Ratnadeep S.;Ghawalkar, Anant R.;Jadhav, Ganesh R.;Gill, Charansingh H.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2969-2972
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    • 2009
  • A mild and efficient method has been developed for condensation of substituted phenol with ${\beta}$-ketoester in the presence of catalytic amount of ammonium metavanadate (10 mol%) at ambient temperature to afford the corresponding substituted 4-methyl-2H-chromen-2-one in high yields under mild conditions. Utilization of commercially available inexpensive catalyst makes this manipulation very interesting from an economic perspective.

Selective Synthesis of 3,4-Dihydrocoumarins and Chalcones from Substituted Aryl Cinnamic Esters

  • Jeon, Jae-Ho;Yang, Deok-Mo;Jun, Jong-Gab
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.65-70
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    • 2011
  • Coumarins are ubiquitous in plant kingdom and have been used as antitumor, antifungals, anticoagulants, insecticides. Chalcones are also widespread in plant kingdom and have been known to possess diverse biological activities; antibacterial, antifungal, antitumor and anti-inflammatory, etc. As they are considered as important natural products, numerous synthetic approaches have been reported up to the present. We devise a new selective method of preparing dihydrocoumarins and chalcones from aryl cinnamates by the selection of reagents. Dihydrocoumarin derivatives were prepared selectively by using intramolecular cyclization catalyzed by p-toluene sulfonic acid. Also, chalcones were prepared by Fries-rearrangement catalyzed by $TiCl_4$. This method can be used for preparing various coumarin & chalcone compounds.